HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Quinuclidinone → (+-)-3-Quinuclidinol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Quinuclidinone | HCID 19507 | — |
| Reactant | 1-Azabicyclo(2.2.2)octan-3-one, hydrochloride (1:1) | HCID 102019 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Zirconium hydroxide (Zr(OH)4), (T-4)- | HCID 84465 | — |
| Product | (+-)-3-Quinuclidinol | HCID 15381 | — |
Reaction Steps
It has also been found that quinuclidin-3-one or a corresponding salt, such as, quinuclidin-3-one hydrochloride, can be reduced by means of a secondary alcohol as the hydrogen donor in the presence of amorphous, partially dehydrated zirconium hydroxide (ZrO2.xH2O) in the manner of a Meerwein-Ponndorf-Verley reduction to give a good yield of 3-hydroxyquinuclidine or the corresponding salt. If the reduction is carried out using a salt of quinuclidin-3-one, the resulting 3-hydroxyquinuclidine salt can, if desired, be converted into the free 3-hydroxyquinuclidine by addition of a strong base during the work-up of the reaction mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06075145 |
| Source dataset | uspto-grants-2000_06 |
| ORD ID | ord-50cb0231d2d74b2b9017d3fbca625edb |
| Source note | uspto-grants-2000_06 |